Asymmetric synthesis of β-hydroxyesters by aldol type condensation of enantiomerically pure t-butyl p-tolyl sulfinyl acetate: unexpected substituent effect on the absolute configuration of the product

Autor: Solladié, Guy, Bauder, Claude, Arce-Dubois, Eva, Pasturel-Jacopé, Yacine
Zdroj: Tetrahedron Letters; April 2001, Vol. 42 Issue: 15 p2923-2925, 3p
Abstrakt: Aldol type condensation of enantiomerically pure t-butyl p-tolyl sulfinyl acetate was shown to give the opposite configuration at the hydroxylic center in the case of an α,β-unsaturated aldehyde, a result which is in sharp contrast with literature results. The absolute configurations of the aldol products were determined by X-ray crystallography.
Databáze: Supplemental Index